128798-36-7Relevant academic research and scientific papers
Direct Conversion of Nitriles into Alkene “Isonitriles”
Li, Yajun,Fleming, Fraser F.
, p. 14770 - 14773 (2016)
The sequenced addition of RLi to nitriles, trapping with isopropylformate, and dehydration with phosphoryl chloride provides an efficient, direct synthesis of alkene isocyanides. The one-pot sequence involves a series of carefully orchestrated steps: addition, formylation, tautomerization, and dehydration, with CuCN catalyzing a key equilibration of a formyl imine to an N-formyl enamine. The resulting aromatic alkeneisocyanides, that are otherwise challenging to synthesize, engage in an unusual [4+2]-type cycloaddition/1,3-H shift/decyanation sequence to afford substituted naphthalenes.
The Preparation of Epoxy Isonitriles (Isocyanooxiranes)
Baldwin, J. E.,ONeil, I. A.
, p. 2047 - 2050 (2007/10/02)
The preparation of epoxy isonitriles from vinyl formaides using an epoxidation/ dehydration sequence is described.
